ChemicalBook--->CAS DataBase List--->1336963-95-1

1336963-95-1

1336963-95-1 Structure

1336963-95-1 Structure
IdentificationBack Directory
[Name]

6-bromo-7-fluoroisatin
[CAS]

1336963-95-1
[Synonyms]

EA105
6-bromo-7-fluoroisatin
6-bromo-7-fluoroindoline-2,3-dione
6-Bromo-7-fluoro-1H-indole-2,3-dione
1H-Indole-2,3-dione, 6-bromo-7-fluoro-
6-bromo-7-fluoro-2,3-dihydro-1H-indole-2,3-dione
[Molecular Formula]

C8H3BrFNO2
[MDL Number]

MFCD27943837
[MOL File]

1336963-95-1.mol
[Molecular Weight]

244.02
Chemical PropertiesBack Directory
[density ]

1.907±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

7.42±0.20(Predicted)
[Appearance]

Yellow to brown Solid
[InChI]

InChI=1S/C8H3BrFNO2/c9-4-2-1-3-6(5(4)10)11-8(13)7(3)12/h1-2H,(H,11,12,13)
[InChIKey]

GVZVXBNHVMAAAK-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=CC(Br)=C2F)C(=O)C1=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H320-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[Uses]

6-?Bromo-?7-?fluoroindoline-?2,?3-?dione is a heterocyclic reagent used in the synthesis of electrophiles capable of targeting K-Ras oncogense in the treatment of cancer.
[Synthesis]

Acetamide, N-(3-bromo-2-fluorophenyl)-2-(hydroxyimino)-

1336963-99-5

6-bromo-7-fluoroisatin

1336963-95-1

N-(3-bromo-2-fluorophenyl)-2-(hydroxyimino)acetamide (1.82 g, 7.03 mmol) was used as a raw material, which was slowly added to concentrated sulfuric acid (20 mL) at 60°C. Subsequently, the temperature of the reaction system was raised to 90°C and the reaction was maintained at this temperature for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and carefully poured into ice water. The precipitated yellow precipitate was collected by filtration and dried to give 6-bromo-7-fluorodihydroindole-2,3-dione (1.41 g, 82% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 11.75 (s, 1H), 7.39 (dd, J = 5.7,7.9 Hz, 1H), 7.31 (d, J = 8.2 Hz, 1H).

[References]

[1] Patent: WO2015/54572, 2015, A1. Location in patent: Page/Page column 253
[2] Patent: WO2017/87528, 2017, A1. Location in patent: Page/Page column 180; 181
[3] Patent: WO2017/58915, 2017, A1. Location in patent: Page/Page column 102
[4] Patent: US2018/15087, 2018, A1. Location in patent: Paragraph 0320
[5] Patent: WO2011/119704, 2011, A1. Location in patent: Page/Page column 40
Spectrum DetailBack Directory
[Spectrum Detail]

6-bromo-7-fluoroisatin(1336963-95-1)1HNMR
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